JPH10507189A - 除草剤組成物 - Google Patents

除草剤組成物

Info

Publication number: JPH10507189A
Authority: JP; Japan
Prior art keywords: group; carbon atoms; substituted; atom; formula
Prior art date: 1994-10-17
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Pending

Application number

JP8512904A

Other languages

English (en)

Japanese (ja)

Inventor

ユッタグロック，

ヒューデッツ，マンフレッド

ケルバー，エルマー

Original Assignee

ノバルティスアクチエンゲゼルシャフト

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1994-10-17

Filing date

1995-10-05

Publication date

1998-07-14

1995-10-05 Application filed by ノバルティスアクチエンゲゼルシャフト filed Critical ノバルティスアクチエンゲゼルシャフト

1998-07-14 Publication of JPH10507189A publication Critical patent/JPH10507189A/ja

Status Pending legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 67
239000004009 herbicide Substances 0.000 title claims abstract description 38
230000002363 herbicidal effect Effects 0.000 title claims abstract description 27
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 114
125000000217 alkyl group Chemical group 0.000 claims abstract description 62
150000001875 compounds Chemical class 0.000 claims abstract description 48
241000196324 Embryophyta Species 0.000 claims abstract description 41
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 31
125000003545 alkoxy group Chemical group 0.000 claims abstract description 29
125000003342 alkenyl group Chemical group 0.000 claims abstract description 25
229910052799 carbon Inorganic materials 0.000 claims abstract description 23
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 23
125000005843 halogen group Chemical group 0.000 claims abstract description 20
125000001424 substituent group Chemical group 0.000 claims abstract description 19
125000003282 alkyl amino group Chemical group 0.000 claims abstract description 18
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 15
125000004183 alkoxy alkyl group Chemical group 0.000 claims abstract description 14
125000004414 alkyl thio group Chemical group 0.000 claims abstract description 14
125000001188 haloalkyl group Chemical group 0.000 claims abstract description 14
125000004430 oxygen atom Chemical group O* 0.000 claims abstract description 14
150000003839 salts Chemical class 0.000 claims abstract description 13
125000001309 chloro group Chemical group Cl* 0.000 claims abstract description 12
125000005842 heteroatom Chemical group 0.000 claims abstract description 11
229910052717 sulfur Inorganic materials 0.000 claims abstract description 11
125000004434 sulfur atom Chemical group 0.000 claims abstract description 11
125000003302 alkenyloxy group Chemical group 0.000 claims abstract description 10
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 10
125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 10
229920006395 saturated elastomer Polymers 0.000 claims abstract description 10
125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract description 9
125000006350 alkyl thio alkyl group Chemical group 0.000 claims abstract description 9
125000000304 alkynyl group Chemical group 0.000 claims abstract description 9
125000003277 amino group Chemical group 0.000 claims abstract description 9
125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 9
240000008042 Zea mays Species 0.000 claims abstract description 7
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims abstract description 7
235000002017 Zea mays subsp mays Nutrition 0.000 claims abstract description 7
125000004448 alkyl carbonyl group Chemical group 0.000 claims abstract description 7
235000013339 cereals Nutrition 0.000 claims abstract description 7
235000005822 corn Nutrition 0.000 claims abstract description 7
125000004438 haloalkoxy group Chemical group 0.000 claims abstract description 7
125000002943 quinolinyl group Chemical class N1=C(C=CC2=CC=CC=C12)* 0.000 claims abstract description 7
125000005108 alkenylthio group Chemical group 0.000 claims abstract description 6
125000004644 alkyl sulfinyl group Chemical group 0.000 claims abstract description 6
125000005109 alkynylthio group Chemical group 0.000 claims abstract description 6
125000003118 aryl group Chemical group 0.000 claims abstract description 6
125000001072 heteroaryl group Chemical group 0.000 claims abstract description 6
125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 6
229910052757 nitrogen Inorganic materials 0.000 claims abstract description 5
125000003884 phenylalkyl group Chemical group 0.000 claims abstract description 5
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 4
229910052801 chlorine Inorganic materials 0.000 claims abstract description 4
125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims abstract description 4
229910021645 metal ion Inorganic materials 0.000 claims abstract description 4
125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 claims abstract description 4
125000005359 phenoxyalkyl group Chemical group 0.000 claims abstract description 4
125000005366 cycloalkylthio group Chemical group 0.000 claims abstract description 3
-1 propargyloxy group Chemical group 0.000 claims description 65
150000001721 carbon Chemical group 0.000 claims description 17
238000000034 method Methods 0.000 claims description 16
125000001153 fluoro group Chemical group F* 0.000 claims description 10
125000004429 atom Chemical group 0.000 claims description 8
238000009472 formulation Methods 0.000 claims description 8
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 7
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 5
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 5
239000000729 antidote Substances 0.000 claims description 4
125000001246 bromo group Chemical group Br* 0.000 claims description 4
125000006216 methylsulfinyl group Chemical group [H]C([H])([H])S(*)=O 0.000 claims description 4
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 3
125000004122 cyclic group Chemical group 0.000 claims description 3
125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims description 3
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 3
125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 3
125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims description 2
231100000674 Phytotoxicity Toxicity 0.000 claims description 2
125000005336 allyloxy group Chemical group 0.000 claims description 2
229910052736 halogen Inorganic materials 0.000 claims description 2
150000002367 halogens Chemical class 0.000 claims description 2
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims 1
230000008485 antagonism Effects 0.000 claims 1
125000005160 aryl oxy alkyl group Chemical group 0.000 claims 1
239000003610 charcoal Substances 0.000 claims 1
229910052760 oxygen Inorganic materials 0.000 claims 1
239000001301 oxygen Substances 0.000 claims 1
DOYOPBSXEIZLRE-UHFFFAOYSA-N pyrrole-3-carboxylic acid Chemical class OC(=O)C=1C=CNC=1 DOYOPBSXEIZLRE-UHFFFAOYSA-N 0.000 claims 1
125000004663 dialkyl amino group Chemical group 0.000 abstract description 5
ZVWUREAHHMOESK-UHFFFAOYSA-N 1-phenylpyrrole-3-carboxylic acid Chemical class C1=C(C(=O)O)C=CN1C1=CC=CC=C1 ZVWUREAHHMOESK-UHFFFAOYSA-N 0.000 abstract description 4
125000005133 alkynyloxy group Chemical group 0.000 abstract description 4
125000003367 polycyclic group Chemical group 0.000 abstract description 4
125000000000 cycloalkoxy group Chemical group 0.000 abstract description 2
125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 abstract 1
239000004094 surface-active agent Substances 0.000 description 9
239000002253 acid Substances 0.000 description 8
230000000885 phytotoxic effect Effects 0.000 description 8
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
239000000243 solution Substances 0.000 description 7
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
239000000126 substance Substances 0.000 description 6
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
150000007513 acids Chemical class 0.000 description 5
235000014113 dietary fatty acids Nutrition 0.000 description 5
239000000839 emulsion Substances 0.000 description 5
239000000194 fatty acid Substances 0.000 description 5
229930195729 fatty acid Natural products 0.000 description 5
239000000843 powder Substances 0.000 description 5
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
125000004390 alkyl sulfonyl group Chemical group 0.000 description 4
150000003863 ammonium salts Chemical class 0.000 description 4
239000003795 chemical substances by application Substances 0.000 description 4
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 4
239000002736 nonionic surfactant Substances 0.000 description 4
239000007787 solid Substances 0.000 description 4
239000002904 solvent Substances 0.000 description 4
239000000725 suspension Substances 0.000 description 4
IGFHQQFPSIBGKE-UHFFFAOYSA-N 4-nonylphenol Chemical compound CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
239000004480 active ingredient Substances 0.000 description 3
150000001298 alcohols Chemical group 0.000 description 3
125000005083 alkoxyalkoxy group Chemical group 0.000 description 3
239000000969 carrier Substances 0.000 description 3
230000000694 effects Effects 0.000 description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
150000004665 fatty acids Chemical class 0.000 description 3
239000007788 liquid Substances 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
229920001451 polypropylene glycol Polymers 0.000 description 3
239000000047 product Substances 0.000 description 3
239000011734 sodium Substances 0.000 description 3
229910052708 sodium Inorganic materials 0.000 description 3
239000002689 soil Substances 0.000 description 3
239000011550 stock solution Substances 0.000 description 3
125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 3
125000004178 (C1-C4) alkyl group Chemical group 0.000 description 2
FKRIQHHTLWHXBQ-UHFFFAOYSA-N 1,5-dihydropyrazolo[1,2-a]pyrazole Chemical compound C1C=CN2CC=CN21 FKRIQHHTLWHXBQ-UHFFFAOYSA-N 0.000 description 2
OUDIPGJHVHCAJC-UHFFFAOYSA-N 1h-pyrazolo[1,2-a]pyridazine Chemical compound C1=CC=CN2CC=CN21 OUDIPGJHVHCAJC-UHFFFAOYSA-N 0.000 description 2
FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
229910021532 Calcite Inorganic materials 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
239000005977 Ethylene Substances 0.000 description 2
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
239000002202 Polyethylene glycol Substances 0.000 description 2
229920001214 Polysorbate 60 Polymers 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
150000008055 alkyl aryl sulfonates Chemical class 0.000 description 2
229940027991 antiseptic and disinfectant quinoline derivative Drugs 0.000 description 2
150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 2
239000004202 carbamide Substances 0.000 description 2
238000004587 chromatography analysis Methods 0.000 description 2
239000007931 coated granule Substances 0.000 description 2
239000003240 coconut oil Substances 0.000 description 2
235000019864 coconut oil Nutrition 0.000 description 2
239000012141 concentrate Substances 0.000 description 2
235000008504 concentrate Nutrition 0.000 description 2
238000013270 controlled release Methods 0.000 description 2
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
230000006378 damage Effects 0.000 description 2
125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 description 2
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
150000002170 ethers Chemical class 0.000 description 2
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 2
LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
125000006125 ethylsulfonyl group Chemical group 0.000 description 2
239000008187 granular material Substances 0.000 description 2
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 2
238000002156 mixing Methods 0.000 description 2
150000003013 phosphoric acid derivatives Chemical class 0.000 description 2
229920001223 polyethylene glycol Polymers 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
150000003254 radicals Chemical class 0.000 description 2
YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
239000000344 soap Substances 0.000 description 2
238000009331 sowing Methods 0.000 description 2
239000003549 soybean oil Substances 0.000 description 2
235000012424 soybean oil Nutrition 0.000 description 2
238000003756 stirring Methods 0.000 description 2
125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 2
NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 2
235000015112 vegetable and seed oil Nutrition 0.000 description 2
239000008158 vegetable oil Substances 0.000 description 2
238000009333 weeding Methods 0.000 description 2
125000004765 (C1-C4) haloalkyl group Chemical group 0.000 description 1
125000000229 (C1-C4)alkoxy group Chemical group 0.000 description 1
JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
125000000453 2,2,2-trichloroethyl group Chemical group [H]C([H])(*)C(Cl)(Cl)Cl 0.000 description 1
125000004793 2,2,2-trifluoroethoxy group Chemical group FC(CO*)(F)F 0.000 description 1
125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 description 1
QQGRFMIMXPWKPM-UHFFFAOYSA-N 2,3,4-tributylphenol Chemical compound CCCCC1=CC=C(O)C(CCCC)=C1CCCC QQGRFMIMXPWKPM-UHFFFAOYSA-N 0.000 description 1
NXCYVLQDRHQRHC-UHFFFAOYSA-N 2-(2,4,6-trimethylphenyl)acetyl chloride Chemical compound CC1=CC(C)=C(CC(Cl)=O)C(C)=C1 NXCYVLQDRHQRHC-UHFFFAOYSA-N 0.000 description 1
XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
JDSQBDGCMUXRBM-UHFFFAOYSA-N 2-[2-(2-butoxypropoxy)propoxy]propan-1-ol Chemical group CCCCOC(C)COC(C)COC(C)CO JDSQBDGCMUXRBM-UHFFFAOYSA-N 0.000 description 1
125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
125000000069 2-butynyl group Chemical group [H]C([H])([H])C#CC([H])([H])* 0.000 description 1
125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 description 1
WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 1
ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
229940093475 2-ethoxyethanol Drugs 0.000 description 1
125000004791 2-fluoroethoxy group Chemical group FCCO* 0.000 description 1
125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 description 1
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 1
125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 1
FOGYNLXERPKEGN-UHFFFAOYSA-N 3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfopropyl)phenoxy]propane-1-sulfonic acid Chemical compound COC1=CC=CC(CC(CS(O)(=O)=O)OC=2C(=CC(CCCS(O)(=O)=O)=CC=2)OC)=C1O FOGYNLXERPKEGN-UHFFFAOYSA-N 0.000 description 1
125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 description 1
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
LVFUUWLMDUOBLC-UHFFFAOYSA-N 4-phenyl-1h-pyrazole-5-carboxylic acid Chemical class N1N=CC(C=2C=CC=CC=2)=C1C(=O)O LVFUUWLMDUOBLC-UHFFFAOYSA-N 0.000 description 1
125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 description 1
239000005995 Aluminium silicate Substances 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Chemical class CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
KIWBPDUYBMNFTB-UHFFFAOYSA-N Ethyl hydrogen sulfate Chemical compound CCOS(O)(=O)=O KIWBPDUYBMNFTB-UHFFFAOYSA-N 0.000 description 1
241000565391 Fraxinus mandshurica Species 0.000 description 1
241001553014 Myrsine salicina Species 0.000 description 1
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
241000209504 Poaceae Species 0.000 description 1
239000004743 Polypropylene Substances 0.000 description 1
KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
235000021355 Stearic acid Nutrition 0.000 description 1
VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 description 1
229940100389 Sulfonylurea Drugs 0.000 description 1
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239000000642 acaricide Substances 0.000 description 1
239000012190 activator Substances 0.000 description 1
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150000002430 hydrocarbons Chemical group 0.000 description 1
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239000002917 insecticide Substances 0.000 description 1
125000006352 iso-propylthiomethyl group Chemical group [H]C([H])([H])C([H])(SC([H])([H])*)C([H])([H])[H] 0.000 description 1
125000002510 isobutoxy group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])O* 0.000 description 1
125000006229 isopropoxyethyl group Chemical group [H]C([H])([H])C([H])(OC([H])([H])C([H])([H])*)C([H])([H])[H] 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
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125000000842 isoxazolyl group Chemical group 0.000 description 1
NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
239000004310 lactic acid Substances 0.000 description 1
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239000012669 liquid formulation Substances 0.000 description 1
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125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 1
125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
125000004372 methylthioethyl group Chemical group [H]C([H])([H])SC([H])([H])C([H])([H])* 0.000 description 1
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239000011785 micronutrient Substances 0.000 description 1
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150000007522 mineralic acids Chemical class 0.000 description 1
230000000116 mitigating effect Effects 0.000 description 1
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000006095 n-butyl sulfinyl group Chemical group 0.000 description 1
125000006126 n-butyl sulfonyl group Chemical group 0.000 description 1
150000002790 naphthalenes Chemical class 0.000 description 1
229910017604 nitric acid Inorganic materials 0.000 description 1
238000010899 nucleation Methods 0.000 description 1
235000015097 nutrients Nutrition 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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150000007524 organic acids Chemical class 0.000 description 1
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125000002971 oxazolyl group Chemical group 0.000 description 1
229910052625 palygorskite Inorganic materials 0.000 description 1
FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
239000012188 paraffin wax Substances 0.000 description 1
239000002245 particle Substances 0.000 description 1
125000004115 pentoxy group Chemical group [*]OC([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
230000000361 pesticidal effect Effects 0.000 description 1
WROZTZHKRRNHBS-UHFFFAOYSA-N phenyl propaneperoxoate Chemical compound CCC(=O)OOC1=CC=CC=C1 WROZTZHKRRNHBS-UHFFFAOYSA-N 0.000 description 1
235000021317 phosphate Nutrition 0.000 description 1
150000003904 phospholipids Chemical class 0.000 description 1
235000011007 phosphoric acid Nutrition 0.000 description 1
150000003016 phosphoric acids Chemical class 0.000 description 1
125000005498 phthalate group Chemical class 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
231100000208 phytotoxic Toxicity 0.000 description 1
230000005080 plant death Effects 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
229920000151 polyglycol Polymers 0.000 description 1
239000010695 polyglycol Substances 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
159000000001 potassium salts Chemical class 0.000 description 1
235000019260 propionic acid Nutrition 0.000 description 1
125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
125000004742 propyloxycarbonyl group Chemical group 0.000 description 1
239000008262 pumice Substances 0.000 description 1
DNTVKOMHCDKATN-UHFFFAOYSA-N pyrazolidine-3,5-dione Chemical class O=C1CC(=O)NN1 DNTVKOMHCDKATN-UHFFFAOYSA-N 0.000 description 1
125000002755 pyrazolinyl group Chemical group 0.000 description 1
125000000714 pyrimidinyl group Chemical group 0.000 description 1
HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
229960004889 salicylic acid Drugs 0.000 description 1
239000004576 sand Substances 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
230000009528 severe injury Effects 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
239000012312 sodium hydride Substances 0.000 description 1
229910000104 sodium hydride Inorganic materials 0.000 description 1
UGJCNRLBGKEGEH-UHFFFAOYSA-N sodium-binding benzofuran isophthalate Chemical group COC1=CC=2C=C(C=3C(=CC(=CC=3)C(O)=O)C(O)=O)OC=2C=C1N(CCOCC1)CCOCCOCCN1C(C(=CC=1C=2)OC)=CC=1OC=2C1=CC=C(C(O)=O)C=C1C(O)=O UGJCNRLBGKEGEH-UHFFFAOYSA-N 0.000 description 1
235000020354 squash Nutrition 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
238000000967 suction filtration Methods 0.000 description 1
125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
125000000542 sulfonic acid group Chemical group 0.000 description 1
150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
239000003760 tallow Substances 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
125000001544 thienyl group Chemical group 0.000 description 1
125000004055 thiomethyl group Chemical group [H]SC([H])([H])* 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1
150000004670 unsaturated fatty acids Chemical class 0.000 description 1
235000021122 unsaturated fatty acids Nutrition 0.000 description 1
229940005605 valeric acid Drugs 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1
239000004034 viscosity adjusting agent Substances 0.000 description 1
239000004563 wettable powder Substances 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system

Landscapes

Life Sciences & Earth Sciences (AREA)
Agronomy & Crop Science (AREA)
Pest Control & Pesticides (AREA)
Plant Pathology (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

JP8512904A 1994-10-17 1995-10-05 除草剤組成物 Pending JPH10507189A (ja)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
CH3120/94-5		1994-10-17
CH312094		1994-10-17
PCT/EP1995/003935 WO1996011574A1 (fr)	1994-10-17	1995-10-05	Compositions herbicides

Publications (1)

Publication Number	Publication Date
JPH10507189A true JPH10507189A (ja)	1998-07-14

Family

ID=4249045

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP8512904A Pending JPH10507189A (ja)	1994-10-17	1995-10-05	除草剤組成物

Country Status (9)

Country	Link
EP (1)	EP0786937A2 (fr)
JP (1)	JPH10507189A (fr)
AU (1)	AU3653695A (fr)
BR (1)	BR9509374A (fr)
CA (1)	CA2199636A1 (fr)
IL (1)	IL115624A0 (fr)
PL (1)	PL319092A1 (fr)
WO (1)	WO1996011574A1 (fr)
ZA (1)	ZA958712B (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP2006515366A (ja) *	2003-01-20	2006-05-25	バイエル・クロツプサイエンス・アクチエンゲゼルシヤフト	置換環式ジカルボニラル化合物及び薬害軽減剤を主成分とする選択性除草剤

Families Citing this family (24)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE69707907T2 (de)	1996-09-26	2002-05-16	Syngenta Participations Ag, Basel	Herbizid wirkende zusammensetzung
EP1062217B1 (fr)	1998-03-13	2003-06-04	Syngenta Participations AG	Derives de 3-hydroxy-4-aryl-5-oxopyrazoline a activite herbicide
WO1999057982A1 (fr) *	1998-05-14	1999-11-18	E.I. Du Pont De Nemours And Company	Melanges herbicides contenant un phytoprotecteur pour les recoltes
AU2623399A (en) *	1999-02-11	2000-08-29	Novartis Ag	3-hydroxy-4-aryl-5-pyrazoline derivatives as herbicides
EP1209972B1 (fr)	1999-09-07	2003-05-28	Syngenta Participations AG	Composition herbicide
HUP0202813A3 (en)	1999-09-07	2003-10-28	Syngenta Participations Ag	Herbicidal composition
CN1272324C (zh)	1999-09-07	2006-08-30	辛根塔参与股份公司	新颖的除草剂
RU2262846C2 (ru) *	1999-09-07	2005-10-27	Зингента Партисипейшнс Аг	Гербицидная композиция, способ борьбы с сорными и травянистыми растениями
AR042282A1 (es)	2002-12-05	2005-06-15	Syngenta Participations Ag	Proceso para la preparacion de dinitrilos de acido fenilmalonico
DE10326386A1 (de)	2003-06-12	2004-12-30	Bayer Cropscience Ag	N-Heterocyclyl-phenylsubstituierte cyclische Ketoenole
DE10331675A1 (de)	2003-07-14	2005-02-10	Bayer Cropscience Ag	Hetarylsubstituierte Pyrazolidindion-Derivate
DE102004014620A1 (de)	2004-03-25	2005-10-06	Bayer Cropscience Ag	2,4,6-phenylsubstituierte cyclische Ketoenole
DE102004035133A1 (de)	2004-07-20	2006-02-16	Bayer Cropscience Ag	Selektive Insektizide auf Basis von substituierten, cyclischen Ketoenolen und Safenern
DE102004041529A1 (de) *	2004-08-27	2006-03-02	Bayer Cropscience Gmbh	Herbizid-Kombinationen mit speziellen Ketoenolen
DE102004044827A1 (de)	2004-09-16	2006-03-23	Bayer Cropscience Ag	Jod-phenylsubstituierte cyclische Ketoenole
DE102005059469A1 (de)	2005-12-13	2007-06-14	Bayer Cropscience Ag	Insektizide Zusammensetzungen mit verbesserter Wirkung
DE102006007882A1 (de)	2006-02-21	2007-08-30	Bayer Cropscience Ag	Cycloalkyl-phenylsubstituierte cyclische Ketoenole
GB0900641D0 (en)	2009-01-15	2009-02-25	Syngenta Ltd	Novel herbicides
GB0901086D0 (en)	2009-01-22	2009-03-11	Syngenta Ltd	Novel herbicides
GB0901834D0 (en)	2009-02-04	2009-03-11	Syngenta Ltd	Novel herbicides
GB0901835D0 (en)	2009-02-04	2009-03-11	Syngenta Ltd	Novel herbicides
PL2406216T3 (pl)	2009-03-11	2017-09-29	Bayer Intellectual Property Gmbh	Ketoenole podstawione halogenoalkilometylenoksyfenylem
DE102010008644A1 (de)	2010-02-15	2011-08-18	Bayer Schering Pharma Aktiengesellschaft, 13353	Zyklische Ketoenole zur Therapie
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ATE103902T1 (de) *	1982-05-07	1994-04-15	Ciba Geigy Ag	Verwendung von chinolinderivaten zum schuetzen von kulturpflanzen.
AU672578B2 (en) *	1991-03-19	1996-10-10	Novartis Ag	Novel herbicidally, acaricidally and insecticidally active compounds
DE4109208A1 (de) *	1991-03-21	1992-09-24	Bayer Ag	3-hydroxy-4-aryl-5-oxo-pyrazolin-derivate

1995
- 1995-10-05 CA CA002199636A patent/CA2199636A1/fr not_active Abandoned
- 1995-10-05 PL PL95319092A patent/PL319092A1/xx unknown
- 1995-10-05 EP EP95934134A patent/EP0786937A2/fr not_active Ceased
- 1995-10-05 AU AU36536/95A patent/AU3653695A/en not_active Abandoned
- 1995-10-05 WO PCT/EP1995/003935 patent/WO1996011574A1/fr not_active Ceased
- 1995-10-05 BR BR9509374A patent/BR9509374A/pt not_active Application Discontinuation
- 1995-10-05 JP JP8512904A patent/JPH10507189A/ja active Pending
- 1995-10-13 IL IL11562495A patent/IL115624A0/xx unknown
- 1995-10-16 ZA ZA958712A patent/ZA958712B/xx unknown

Cited By (1)

* Cited by examiner, † Cited by third party
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JP2006515366A (ja) *	2003-01-20	2006-05-25	バイエル・クロツプサイエンス・アクチエンゲゼルシヤフト	置換環式ジカルボニラル化合物及び薬害軽減剤を主成分とする選択性除草剤

Also Published As

Publication number	Publication date
AU3653695A (en)	1996-05-06
CA2199636A1 (fr)	1996-04-25
WO1996011574A1 (fr)	1996-04-25
IL115624A0 (en)	1996-01-19
ZA958712B (en)	1996-07-10
PL319092A1 (en)	1997-07-21
EP0786937A2 (fr)	1997-08-06
BR9509374A (pt)	1997-12-30

Publication	Publication Date	Title
SU1665875A3 (ru)	1991-07-23	Способ получени Е-изомеров производных акриловой кислоты
CN100386313C (zh)	2008-05-07	新的除草剂
WO1996011574A1 (fr)	1996-04-25	Compositions herbicides
EP0776894A1 (fr)	1997-06-04	Derive d'oxazole, son procede de production et herbicide
JPS5989669A (ja)	1984-05-23	除草活性を有する尿素誘導体
NZ236903A (en)	1994-04-27	1-{[2-(cyclopropylcarbonyl)phenyl]sulphamoyl}-3-(4,6-dimethoxy-2- pyrimidinyl)urea; its preparation and herbicidal compositions
AU7417200A (en)	2001-04-10	Herbicide agent
EP1209975B1 (fr)	2003-11-12	Composition herbicide
JPH0660176B2 (ja)	1994-08-10	ピラゾールスルホニルウレア誘導体、製法および選択性除草剤
CN1040280C (zh)	1998-10-21	含有吡啶衍生物的除草组合物、其制备方法及应用
JPH05194492A (ja)	1993-08-03	除草剤及び植物成長制御剤としてのピリジルスルホニル尿素化合物の塩類、それらの製造及びそれらの利用方法
JPH04145081A (ja)	1992-05-19	ピラゾールカルボン酸誘導体及び除草剤
JP4744119B2 (ja)	2011-08-10	除草剤組成物
JPH04234368A (ja)	1992-08-24	４，５，６，７−テトラヒドロ−３−アリール−インダゾール、それらの製造方法および除草剤としてのそれらの用途
JPS63295555A (ja)	1988-12-01	置換テトラヒドロフタルイミド、それらの製造方法およびそれらの除草剤としての用途
JPH0543706B2 (fr)	1993-07-02
JPH05279342A (ja)	1993-10-26	サリチル酸誘導体及びその硫黄類似体、該化合物を含有する除草剤又は植物生長調整剤、該化合物を用いた除草法
JP3217848B2 (ja)	2001-10-15	ピリジン誘導体及び除草剤
JPH05222029A (ja)	1993-08-31	含ヘテロシクロヘキサンジオン誘導体、その製造方法及び除草剤
US4596801A (en)	1986-06-24	4H-3,1-benzoxazine derivatives, process for producing the same and agricultural or horticultural fungicide containing the same
JP4645871B2 (ja)	2011-03-09	イソキサゾリン誘導体及び除草剤並びにその使用方法
KR20170141678A (ko)	2017-12-26	제초성 화합물
JP3193168B2 (ja)	2001-07-30	チエニル−アゾリル−オキシアセトアミド誘導体、その製造方法及び該誘導体を有効成分とする除草剤
JPH0583555B2 (fr)	1993-11-26
JPH0592971A (ja)	1993-04-16	ピリミジン誘導体及び除草剤

JPH10507189A - 除草剤組成物 - Google Patents

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